Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Nitrogen-containing ligand transient metal complex compound , synthetic method and use thereof

A technology of transition metals and synthesis methods, applied in the field of nitrogen-containing ligand transition metal complexes and their synthesis, to achieve the effect of simple synthesis methods

Active Publication Date: 2008-12-24
SHANGHAI INST OF ORGANIC CHEM CHINESE ACAD OF SCI +1
View PDF0 Cites 21 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, current hydrogenation catalysts via bifunctional peripheral activation are only catalytically active in protic solvents [Sandoval, C.A.; Ohkuma, T.; K.; Noyori, R. J. Am. Chem. Soc. 2003, 125, 13490.]

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Nitrogen-containing ligand transient metal complex compound , synthetic method and use thereof
  • Nitrogen-containing ligand transient metal complex compound , synthetic method and use thereof
  • Nitrogen-containing ligand transient metal complex compound , synthetic method and use thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 2

[0037] Example 2: Catalyst 9

[0038]

[0039] Using Method 1, the yield: 74%.

[0040] 31 P NMR (121MHz, CDCl 3 ): δ42.80, 44.62ppm.

[0041] Method Two

[0042]

Embodiment 3

[0043] Embodiment 3: the preparation of catalyst 10

[0044] General method (method two): 16.4mg (0.026mmol) S-Binap and 6.6mg (0.053mmol) [RuCl 2 (C 6 h 6 )] 2 into the reaction tube. Add 2ml of anhydrous DMF, put it in an oil bath at 100°C, and stir for 30 minutes. After cooling down to 50°C and draining the solvent with an oil pump, add 4.3mg (0.026mmol) (S)-6 and 2mL anhydrous oxygen-free toluene, stir at room temperature for 1 hour, and then heat to reflux for 1 hour. When pumping under reduced pressure until about 0.5 mL of solvent remained, 5 mL of Hexane was added to settle, and 19 mg of yellow powder was obtained by elbow filtration. Yield: 71%.

[0045] 31 P NMR (121MHz, CDCl 3 ): δ49.58ppm (d, J=38.7Hz), 47.32ppm (d, J=38.7Hz); MS (MALDI) m / z: 884 [M-71] + .

Embodiment 4

[0046] Example 4: Catalyst 11

[0047]

[0048] Using method two, yield: 86%.

[0049] 31 P NMR (121MHz, CDCl 3 ): δ47.61ppm, 49.15ppm.

[0050] method three

[0051]

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention relates to a nitrogenous ligand transition metal complex, a method for synthesizing the same and application of the same, in particular to a metal ruthenium complex with a structural formula shown on the right, other transition metal complexes, a method for synthesizing the same and an application of the same. A diphosphine and dinitrogen transition metal complex which is formed by coordination between a dinitrogen ligand with structural characteristics of NH2-N(sp<2>) and a transition metal can be used for catalytic asymmetrical transfer hydrogenation reaction and also can be used for catalytic hydrogenation reaction, and particularly used for asymmetric catalytic hydrogenation reaction of ketone with large steric hindrance alkyl on the alpha position, hypnone, hypnone derivatives, benzophenone, benzophenone derivatives, beta-N, N-dimethyl amino-alpha hypnone, derivatives of the beta-N, N-dimethyl amino-alpha hypnone, and other ketone compounds.

Description

technical field [0001] The invention relates to a class of nitrogen-containing ligand transition metal complexes and a synthesis method and use thereof. with NH 2 -N(sp 2 ) structural characteristics of dinitrogen ligands and transition metal coordination to form diphosphine dinitrogen transition metal complexes, which can be used for catalytic hydrogenation and transfer hydrogenation reactions, especially for ketones, benzene Catalytic asymmetric hydrogenation of acetophenone and its derivatives, benzophenone and its derivatives, β-N,N-dimethylamino-αacetophenone and its derivatives and other ketones. Background technique [0002] Asymmetric catalytic hydrogenation is a hot spot in the current field of asymmetric synthesis, and has been increasingly used in industrial production [Ohkuma, T.; Kitamura, M.; Noryori, R. (1999) Asymmetric Hydrogenation.In: Ojiama , I. (ed) Catalytic Asymmetric Synthesis. (2nd Ed.). Wily-VCH: New York (Englinsh) 2000], [Ohkuma, T.; Noyori, R....

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Applications(China)
IPC IPC(8): C07F15/00B01J31/22B01J31/24B01J31/28C07B53/00C07B31/00
CPCB01J31/1815B01J31/2404B01J31/2409B01J2231/643B01J2531/821C07F15/0053
Inventor 克里斯蒂安·山多夫李跃辉
Owner SHANGHAI INST OF ORGANIC CHEM CHINESE ACAD OF SCI
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com